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Merck
CN

197718

3-Methyl-2-cyclohexen-1-ol

96%

Synonym(s):

(±)-3-Hydroxy-1-methylcyclohexene, (±)-3-Methyl-2-cyclohexen-1-ol, (±)-Seudenol, 1-Methyl-1-cyclohexen-3-ol, 1-Methyl-3-hydroxycyclohex-1-ene, 3-Hydroxy-1-methylcyclohexene, 3-Methyl-2-cyclohexen-1-ol, 3-Methyl-2-cyclohexenol

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About This Item

Linear Formula:
CH3C6H8OH
CAS Number:
21378-21-2
Molecular Weight:
112.17
EC Number:
244-353-0
MDL number:
MFCD00001553
UNSPSC Code:
12352100
PubChem Substance ID:
24851843
NACRES:
NA.22

Key Documents

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Assay

96%

refractive index

n20/D 1.484 (lit.)

bp

56 °C/1 mmHg (lit.)

density

0.946 g/mL at 25 °C (lit.)

functional group

hydroxyl

SMILES string

CC1=CC(O)CCC1

InChI

1S/C7H12O/c1-6-3-2-4-7(8)5-6/h5,7-8H,2-4H2,1H3

InChI key

XNDZQQSKSQTQQD-UHFFFAOYSA-N

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Application

3-Methyl-2-cyclohexen-1-ol was used in the synthesis of 19-nor-1α, 25-dihydroxyvitamin D(3) derivatives. It was also used in sex pheromone of the Douglas-fir beetle.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

161.6 °F - closed cup

Flash Point(C)

72 °C - closed cup

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Certificates of Analysis (COA)

Lot/Batch Number
SHBN2545
SHBH0662V
SHBD0879V
18509CI
14319CB

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X Zhou et al.
Journal of medicinal chemistry, 42(18), 3539-3556 (1999-09-10)
The synthesis of four CD-ring-modified 19-nor-1alpha, 25-dihydroxyvitamin D(3) derivatives lacking C15, referred to as 6C analogues, and diastereomeric at C17 and C20 is described. The synthesis involves an Ireland-Claisen rearrangement of a 3-methyl-substituted ester of (1R)-3-methyl-2-cyclohexen-1-ol as the key step
Aldrichimica Acta, 16, 41-41 (1983)

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